CA1248876A - Ibuprofen-containing soft gelatin capsules and process for preparing same - Google Patents

Ibuprofen-containing soft gelatin capsules and process for preparing same

Info

Publication number: CA1248876A
Authority: CA; Canada
Prior art keywords: weight; parts; ibuprofen; polyoxyethylene; soft gelatin
Prior art date: 1984-10-13
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000491826A

Other languages

English (en)

French (fr)

Inventor

Manfred Lohner

Klaus Posselt

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Dolorgiet Beteiligungs GmbH

Original Assignee

Dolorgiet Beteiligungs GmbH

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1984-10-13

Filing date

1985-09-30

Publication date

1989-01-17

1985-09-30 Application filed by Dolorgiet Beteiligungs GmbH filed Critical Dolorgiet Beteiligungs GmbH

1989-01-17 Application granted granted Critical

1989-01-17 Publication of CA1248876A publication Critical patent/CA1248876A/en

Status Expired legal-status Critical Current

Links

HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 title claims abstract description 107
229960001680 ibuprofen Drugs 0.000 title claims abstract description 107
239000007903 gelatin capsule Substances 0.000 title claims abstract description 58
238000004519 manufacturing process Methods 0.000 title claims abstract description 9
239000000203 mixture Substances 0.000 claims abstract description 38
229920000642 polymer Polymers 0.000 claims abstract description 28
229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims abstract description 21
229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 13
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 51
OYZZJAQBPGMCDN-UHFFFAOYSA-N 18,18,18-trihydroxyoctadecanoic acid Chemical compound OC(=O)CCCCCCCCCCCCCCCCC(O)(O)O OYZZJAQBPGMCDN-UHFFFAOYSA-N 0.000 claims description 19
238000000034 method Methods 0.000 claims description 15
238000001816 cooling Methods 0.000 claims description 14
PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 13
-1 polyoxyethylene stearate Polymers 0.000 claims description 13
238000002360 preparation method Methods 0.000 claims description 13
239000000194 fatty acid Substances 0.000 claims description 9
229920001451 polypropylene glycol Polymers 0.000 claims description 8
229920001214 Polysorbate 60 Polymers 0.000 claims description 6
239000002904 solvent Substances 0.000 claims description 6
229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 5
239000004094 surface-active agent Substances 0.000 claims description 5
229920001155 polypropylene Polymers 0.000 claims description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
235000014113 dietary fatty acids Nutrition 0.000 claims 2
229930195729 fatty acid Natural products 0.000 claims 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
150000002170 ethers Chemical class 0.000 claims 1
125000006353 oxyethylene group Chemical group 0.000 claims 1
239000004480 active ingredient Substances 0.000 abstract description 9
210000004051 gastric juice Anatomy 0.000 abstract description 6
239000012736 aqueous medium Substances 0.000 abstract description 5
239000000243 solution Substances 0.000 description 53
238000003756 stirring Methods 0.000 description 37
239000000126 substance Substances 0.000 description 19
239000002775 capsule Substances 0.000 description 17
239000008298 dragée Substances 0.000 description 11
229920001983 poloxamer Polymers 0.000 description 8
239000008389 polyethoxylated castor oil Substances 0.000 description 8
239000002552 dosage form Substances 0.000 description 7
239000003814 drug Substances 0.000 description 6
229940068918 polyethylene glycol 400 Drugs 0.000 description 6
230000000694 effects Effects 0.000 description 5
239000000725 suspension Substances 0.000 description 5
229920002043 Pluronic® L 35 Polymers 0.000 description 3
230000036765 blood level Effects 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
239000001828 Gelatine Substances 0.000 description 2
229920002690 Polyoxyl 40 HydrogenatedCastorOil Polymers 0.000 description 2
230000000202 analgesic effect Effects 0.000 description 2
239000008280 blood Substances 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
229940079593 drug Drugs 0.000 description 2
229920000159 gelatin Polymers 0.000 description 2
235000019322 gelatine Nutrition 0.000 description 2
230000001976 improved effect Effects 0.000 description 2
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
239000002245 particle Substances 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
238000001226 reprecipitation Methods 0.000 description 2
210000002784 stomach Anatomy 0.000 description 2
239000005977 Ethylene Substances 0.000 description 1
201000005569 Gout Diseases 0.000 description 1
206010019233 Headaches Diseases 0.000 description 1
208000002193 Pain Diseases 0.000 description 1
102000057297 Pepsin A Human genes 0.000 description 1
108090000284 Pepsin A Proteins 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
229920002700 Polyoxyl 60 hydrogenated castor oil Polymers 0.000 description 1
208000025747 Rheumatic disease Diseases 0.000 description 1
208000005298 acute pain Diseases 0.000 description 1
159000000013 aluminium salts Chemical class 0.000 description 1
229910000329 aluminium sulfate Inorganic materials 0.000 description 1
239000000730 antalgic agent Substances 0.000 description 1
230000003110 anti-inflammatory effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000017531 blood circulation Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000002542 deteriorative effect Effects 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000007922 dissolution test Methods 0.000 description 1
231100000869 headache Toxicity 0.000 description 1
208000027866 inflammatory disease Diseases 0.000 description 1
239000006194 liquid suspension Substances 0.000 description 1
239000002609 medium Substances 0.000 description 1
230000005906 menstruation Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229940111202 pepsin Drugs 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229940057847 polyethylene glycol 600 Drugs 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
206010039073 rheumatoid arthritis Diseases 0.000 description 1
210000004872 soft tissue Anatomy 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000001587 sorbitan monostearate Substances 0.000 description 1
229940035048 sorbitan monostearate Drugs 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
208000004371 toothache Diseases 0.000 description 1
238000000870 ultraviolet spectroscopy Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4866—Organic macromolecular compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]

Landscapes

Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Organic Chemistry (AREA)
Pain & Pain Management (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Rheumatology (AREA)
Neurology (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicinal Preparation (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

CA000491826A 1984-10-13 1985-09-30 Ibuprofen-containing soft gelatin capsules and process for preparing same Expired CA1248876A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE3437599A DE3437599C2 (de)	1984-10-13	1984-10-13	Ibuprofen enthaltende Weichgelatinekapseln
DEP3437599.6		1984-10-13

Publications (1)

Publication Number	Publication Date
CA1248876A true CA1248876A (en)	1989-01-17

Family

ID=6247825

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000491826A Expired CA1248876A (en)	1984-10-13	1985-09-30	Ibuprofen-containing soft gelatin capsules and process for preparing same

Country Status (9)

Country	Link
US (1)	US4690823A (de)
EP (1)	EP0178436B1 (de)
JP (1)	JPH0667829B2 (de)
AT (1)	ATE57614T1 (de)
CA (1)	CA1248876A (de)
DE (2)	DE3437599C2 (de)
ES (1)	ES8608868A1 (de)
NO (1)	NO169155C (de)
ZA (1)	ZA856841B (de)

Families Citing this family (61)

* Cited by examiner, † Cited by third party
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DE3437599C2 (de) *	1984-10-13	1987-04-16	Dolorgiet GmbH & Co KG, 5205 St Augustin	Ibuprofen enthaltende Weichgelatinekapseln
DE3532562A1 (de) *	1985-09-12	1987-03-12	Dolorgiet Gmbh & Co Kg	Transdermal resorbierbare, wasserhaltige zubereitungen von arylpropionsaeurederivaten und verfahren zur herstellung derselben
US5112619A (en) *	1985-11-12	1992-05-12	Eli Lilly And Company	Orally administerable sustained release pharmaceutical formulation
DE3621036A1 (de) *	1986-06-24	1988-01-07	Merckle Gmbh	Fluessige ibuprofen-zubereitungen
US5071643A (en) *	1986-10-17	1991-12-10	R. P. Scherer Corporation	Solvent system enhancing the solubility of pharmaceuticals for encapsulation
US5519057A (en) *	1986-11-14	1996-05-21	Johnson & Johnson--Merck Pharmaceuticals Co.	Ibuprofen-containing medicament
ATE50493T1 (de) *	1986-11-14	1990-03-15	Puetter Medice Chem Pharm	Ibuprofen enthaltendes arzneimittel.
GB8630273D0 (en) *	1986-12-18	1987-01-28	Til Medical Ltd	Pharmaceutical delivery systems
GB8701392D0 (en) *	1987-01-22	1987-02-25	Boots Co Plc	Therapeutic agents
US4835187A (en) *	1987-06-15	1989-05-30	American Home Products Corporation	Spray dried ibuprofen
US4788220A (en) *	1987-07-08	1988-11-29	American Home Products Corporation (Del.)	Pediatric ibuprofen compositions
US4851444A (en) *	1987-07-10	1989-07-25	Analgesic Associates	Onset-hastened/enhanced analgesia
US4980375A (en) *	1987-07-10	1990-12-25	Sterling Drug Inc.	Onset-hastened/enhanced antipyretic response
GB8716975D0 (en) *	1987-07-17	1987-08-26	Boots Co Plc	Therapeutic agents
US5240712A (en) *	1987-07-17	1993-08-31	The Boots Company Plc	Therapeutic agents
US4859704A (en) *	1987-10-15	1989-08-22	Oratech Pharmaceutical Development Corporation	Water soluble ibuprofen compositions and methods of making them
US4861797A (en) *	1987-10-15	1989-08-29	Oratech Pharmaceutical Development Corporation	Liquid ibuprofen compositions and methods of making them
DE3738236A1 (de) *	1987-11-11	1989-05-24	Euro Celtique Sa	Beisskapsel
US4962124A (en) *	1987-11-17	1990-10-09	Analgesic Associates	Onset-hastened/enhanced antipyretic response
DE3927113C2 (de) *	1989-08-17	1993-11-25	Dolorgiet Gmbh & Co Kg	Mittel zur Behandlung von schweren Schmerzzuständen und Verfahren zu ihrer Herstellung
DE3938227C1 (en) *	1989-11-17	1991-05-02	Dolorgiet Gmbh & Co Kg, 5205 St Augustin, De	Oral antiinflammatory and analgetic pharmaceutical compsn. - comprises magnesium ibuprofen dissolved in mixt. of water, propane-1,2-diol and glycerol
US5189066A (en) *	1989-11-22	1993-02-23	The Procter & Gamble Company	Pharmaceutical compositions of tebufelone
ES2119748T3 (es) *	1990-03-23	1998-10-16	Yoshitomi Pharmaceutical	Composicion farmaceutica que contiene un farmaco ligeramente soluble en agua.
FR2660555B1 (fr) *	1990-04-06	1994-09-16	Rhone Poulenc Sante	Gelule huileuse de ketoprofene.
DE69116989D1 (de) *	1990-06-28	1996-03-21	Edko Trading Representation	Mehrphasige pharmazeutische Zusammensetzungen
US5141961A (en) *	1991-06-27	1992-08-25	Richrdson-Vicks Inc.	Process for solubilizing difficulty soluble pharmaceutical actives
JP3121080B2 (ja) *	1991-12-19	2000-12-25	アール・ピー・シーラーコーポレイション	カプセル封入用溶液
US5281420A (en) *	1992-05-19	1994-01-25	The Procter & Gamble Company	Solid dispersion compositions of tebufelone
US5431916A (en) *	1993-04-29	1995-07-11	The Procter & Gamble Company	Pharmaceutical compositions and process of manufacture thereof
RU2108787C1 (ru) *	1993-09-01	1998-04-20	Роммерс С.А.И.С.Ф.	Фармацевтические мягкие капсулы, содержащие лизинхлониксинат, способ их получения
US5484606A (en) *	1994-01-24	1996-01-16	The Procter & Gamble Company	Process for reducing the precipitation of difficulty soluble pharmaceutical actives
GB2290965A (en) *	1994-07-11	1996-01-17	Therapicon Srl	Multiple layer capsules for drugs
US5468502A (en) *	1994-12-20	1995-11-21	American Home Products Corporation	Ibuprofen enhancing solvent system
US5563177A (en) *	1995-01-30	1996-10-08	American Home Products Corporation	Taste masking guaifenesin containing liquids
US6221391B1 (en) *	1998-11-23	2001-04-24	Accucaps Industries Limited	Self-emulsifying ibuprofen solution and soft gelatin capsule for use therewith
US6383515B2 (en)	1999-05-28	2002-05-07	Sawyer Maryjean	Solvent system for enhancing solubility
US6251426B1 (en) *	1999-09-02	2001-06-26	Banner Pharmacaps, Inc.	Ibuprofen-containing softgels
US6387400B1 (en)	2000-08-29	2002-05-14	R.P. Scherer Technologies, Inc.	Process for preparing pharmaceutical compositions for use with soft gelatin formulations
KR100449818B1 (ko) *	2001-03-02	2004-09-22	최영욱	가용화 기법인 ｓｍｅｄｄｓ를 이용한 이부프로펜의연질캅셀제 및 주사제
US6551615B1 (en) *	2001-10-18	2003-04-22	M/S. Strides Arcolab Limited	Dexibuprofen-containing soft gelatin capsules and process for preparing the same
US20030232097A1 (en) *	2002-06-17	2003-12-18	Strides Inc.	Oily wax matrix suspension formulation comprising ibuprofen free acid and potassium salt of ibuprofen
CA2570649A1 (en) *	2004-06-07	2005-12-22	Strides Arcolab Limited	Pharmaceutical composition containing a stable and clear solution of anti-inflammatory drug in soft gelatin capsule and process for producing the same
WO2005123133A1 (en) *	2004-06-18	2005-12-29	Ranbaxy Laboratories Limited	A process for preparing ibuprofen soft gelatin capsules
US20060088590A1 (en) *	2004-10-22	2006-04-27	Banner Pharmacaps, Inc.	Non-blooming gelatin and non-gelatin formulations
US20060240051A1 (en) *	2005-04-26	2006-10-26	Singleton Andy H	Eutectic blends containing a water soluble vitamin derivative
JP2009508951A (ja) *	2005-09-19	2009-03-05	アルベマール・コーポレーシヨン	カリウムイブプロフェンの極めて濃厚な注入可能な水溶液、その製造法および使用
US7582679B2 (en) *	2006-02-03	2009-09-01	Pharmaceutics International Incorporated	Compositions containing solid ibuprofen concentrates and methods of making solid ibuprofen concentrates
WO2007103873A2 (en) *	2006-03-06	2007-09-13	Wyeth	Pharmaceutical formulations of an anhydrous crystal form of 2-(3-fluoro-4-hydroxyphenyl)-7-vinyl-1,3-benzoxazol-5-ol
AU2007223278A1 (en) *	2006-03-06	2007-09-13	Wyeth	Tablet formulations and processes
TW200800178A (en) *	2006-03-06	2008-01-01	Wyeth Corp	Pharmaceutical formulations of a monohydrate crystal form of 2-(3-fluoro-4-hydroxyphenyl)-7-vinyl-1,3-benzoxazol-5-ol
PE20071019A1 (es) *	2006-03-06	2007-10-29	Wyeth Corp	Formulaciones farmaceuticas liquidas y semi-solidas que comprenden un modulador de receptores estrogenicos
WO2009069139A1 (en) *	2007-11-28	2009-06-04	Alkem Laboratories Ltd.	Dosage form providing an ibuprofen-containing liquid fill
EP2252262B1 (de) *	2008-01-18	2020-03-18	Dow Global Technologies LLC	Verfahren zur verbesserung der wasserlöslichkeit von schwer löslichen wirkstoffen mit methoxypolyethylenglykol
EP2309988B1 (de)	2008-07-21	2015-11-25	SI Group, Inc.	Granulat mit hohem ibuprofen-natriumgehalt, seine herstellung und seine verwendung bei der herstellung von nichtsprudelnden festen dosierformen
US9629809B2 (en)	2008-07-21	2017-04-25	Si Group, Inc.	High content sodium ibuprofen granules, their preparation and their use in preparing non-effervescent solid dosage forms
CA2706272C (en)	2010-06-03	2020-05-05	Accucaps Industries Limited	Multi phase soft gel capsules, apparatus and method thereof
DE102010063609A1 (de)	2010-12-20	2012-06-21	Awd.Pharma Gmbh & Co. Kg	Neue Multikomponentenkristalle aus ([2-Amino-6-(4-fluoro-benzylamino)-pyridin-3yl)-carbamidsäureethylester und einer Arylpropionsäure
US20210353573A1 (en)	2018-10-08	2021-11-18	Chanelle Pharmaceuticals Manufacturing Ltd.	A soft-gel capsule formulation, method of manufacture and use thereof
CN108904465B (zh) *	2018-10-17	2021-02-26	石药集团恩必普药业有限公司	一种布洛芬药物制剂组合物及其制备方法
WO2025150072A1 (en) *	2024-01-13	2025-07-17	Pulse Pharmaceuticals Pvt Ltd	A stable oral pro-dispersion formulation and implementations thereof
WO2025219169A1 (en)	2024-04-16	2025-10-23	Bayer Consumer Care Ag	Stable soft capsule preparations with liquid fill for moisture sensitive active ingredients

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Publication number	Priority date	Publication date	Assignee	Title
DE2631282A1 (de) *	1976-07-12	1978-01-19	Kali Chemie Pharma Gmbh	Verfahren zur erhoehung der loeslichkeit und des dispersitaetsgrades von schwerloeslichen arzneistoffen zum zwecke deren applikation in gelatinekapseln
US4145440A (en) *	1977-08-18	1979-03-20	The Upjohn Company	Liquid suspension of an aluminum salt of ibuprofen
US4278633A (en) *	1978-12-20	1981-07-14	Stanley Drug Products, Inc.	Method of treating a water soluble capsule
DE3013839A1 (de) *	1979-04-13	1980-10-30	Freunt Ind Co Ltd	Verfahren zur herstellung einer aktivierten pharmazeutischen zusammensetzung
US4361580A (en) *	1980-06-20	1982-11-30	The Upjohn Manufacturing Company	Aluminum ibuprofen pharmaceutical suspensions
US4428927A (en) *	1981-05-11	1984-01-31	R. P. Scherer Corporation	Masticatory soft elastic gelatin capsules and method for the manufacture thereof
EP0070714B1 (de) *	1981-07-20	1986-05-07	The Upjohn Company	Verwendung von Ibuprofen oder Flurbiprofen zur Herstellung eines Medikaments zur Behandlung von Respiratonsstörungen
DE3205504C2 (de) *	1982-02-16	1983-12-01	Dolorgiet Gmbh & Co Kg, 5300 Bonn	Äußerlich anwendbares, Ibuprofen enthaltendes Arzneimittel
IT1170238B (it) *	1982-12-06	1987-06-03	Upjohn Co	Impiego di ibuprofene e flurbiprofene nella cura dell'erpete
US4473584A (en) *	1982-12-06	1984-09-25	The Upjohn Company	Treatment of Type I Herpes virus with flurbiprofen
JPS59122425A (ja) *	1982-12-27	1984-07-14	Kaken Pharmaceut Co Ltd	持続性製剤およびその製造法
JPS59122422A (ja) *	1982-12-29	1984-07-14	Toko Yakuhin Kogyo Kk	口腔用消炎鎮痛ゲル剤
DE3437599C2 (de) *	1984-10-13	1987-04-16	Dolorgiet GmbH & Co KG, 5205 St Augustin	Ibuprofen enthaltende Weichgelatinekapseln

1984
- 1984-10-13 DE DE3437599A patent/DE3437599C2/de not_active Expired
1985
- 1985-03-08 US US06/709,727 patent/US4690823A/en not_active Expired - Lifetime
- 1985-08-31 DE DE8585111013T patent/DE3580236D1/de not_active Expired - Lifetime
- 1985-08-31 EP EP85111013A patent/EP0178436B1/de not_active Expired - Lifetime
- 1985-08-31 AT AT85111013T patent/ATE57614T1/de not_active IP Right Cessation
- 1985-09-06 ZA ZA856841A patent/ZA856841B/xx unknown
- 1985-09-06 NO NO853497A patent/NO169155C/no unknown
- 1985-09-13 ES ES546969A patent/ES8608868A1/es not_active Expired
- 1985-09-30 CA CA000491826A patent/CA1248876A/en not_active Expired
- 1985-10-11 JP JP60227625A patent/JPH0667829B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
EP0178436B1 (de)	1990-10-24
DE3437599C2 (de)	1987-04-16
DE3580236D1 (de)	1990-11-29
US4690823A (en)	1987-09-01
JPH0667829B2 (ja)	1994-08-31
NO169155C (no)	1992-05-20
ZA856841B (en)	1986-05-28
DE3437599A1 (de)	1986-04-17
JPS61158921A (ja)	1986-07-18
NO853497L (no)	1986-04-14
ES8608868A1 (es)	1986-07-16
EP0178436A1 (de)	1986-04-23
ES546969A0 (es)	1986-07-16
ATE57614T1 (de)	1990-11-15
NO169155B (no)	1992-02-10

Legal Events

Date	Code	Title	Description
2006-01-17	MKEX	Expiry

Publication	Publication Date	Title
CA1248876A (en)	1989-01-17	Ibuprofen-containing soft gelatin capsules and process for preparing same
CA2168732C (en)	1999-10-12	Gelatin capsules containing a highly concentrated acetaminophen solution
JP2564477B2 (ja)	1996-12-18	ソフトゲル充填若しくはツーピースカプセル封入若しくは錠剤製造用の両性医薬品溶液
US11896566B2 (en)	2024-02-13	Pharmaceutical formulations of naproxen for soft gel encapsulation and combinations thereof
EP0444692A1 (de)	1991-09-04	Thrombin-Zusammensetzung zur oralen Verabreichung
EP0247634A2 (de)	1987-12-02	Überzogene Dosierformen
US6221391B1 (en)	2001-04-24	Self-emulsifying ibuprofen solution and soft gelatin capsule for use therewith
IE48879B1 (en)	1985-06-12	An analgesic effervescent powder and process for its preparation
JP2003508436A (ja)	2003-03-04	非経口投与のための医薬として安定なオキザリプラチナム製剤
US6383515B2 (en)	2002-05-07	Solvent system for enhancing solubility
US7029698B2 (en)	2006-04-18	Acetaminophen compositions
US5366985A (en)	1994-11-22	Method for preparation of an aqueous suspension
US4241047A (en)	1980-12-23	Novel medicinal composition for the treatment of biliary lithiasis
RU2021257C1 (ru)	1994-10-15	Способ получения водного раствора изетионата пентамидина
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JPH0987201A (ja)	1997-03-31	安定な解熱鎮痛剤配合液剤
JPS61263920A (ja)	1986-11-21	医薬組成物
JPH02157222A (ja)	1990-06-18	新規なプロブコール含有固形製剤
MXPA96003809A (en)	1997-12-01	Pharmaceutical combination preparation comprising ketoprofen[sg40888 ]
JPH0129169B2 (de)	1989-06-08
JPS61126021A (ja)	1986-06-13	アズレンスルホン酸塩類からなる新医薬